Thromboxane B aldehyde intermediates

ABSTRACT

The present specification provides novel intermediates and novel processes for the synthesis of various side chain and skeletal analogs of Thromboxane B 2  (11β-homo-11α-oxa-PGF.sub.α). These analogs are particularly and especially useful as reproductive cycle control agents.

CROSS REFERENCE TO RELATED APPLICATION

The present application is a divisional application of Ser. No. 716,473,filed Aug. 20, 1976, now U.S. Pat. No. 4,070,384; which is acontinuation-in-part of Ser. No. 676,894, filed Apr. 14, 1976, issued asU.S. Pat. No. 4,018,804 on Apr. 19, 1977.

The present invention relates to processes and intermediates forThromboxane B compounds for which the essential material constitutingdisclosure therefor is incorporated by reference here from U.S. Pat. No.4,020,173, issued Apr. 26, 1977 and Ser. No. 716,473, filed Aug. 20,1976, now U.S. Pat. No. 4,070,384.

I claim:
 1. A thromboxane intermediate of the formula: ##STR1## whereinR₃₁ is a hydroxy hydrogen replacing group; wherein Z₁ is (1)CIS--CH═CH--CH₂ --(CH₂)_(g) --CH₂ --,(2) cis--CH═CH--CH₂ --(CH₂)_(g)--CH₂ --, (3) cis--CH₂ --CH═CH--(CH₂)_(g) --CH₂ --, (4) --(ch₂)₃--(ch₂)_(g) --CH₂ --, (5) --(ch₂)₃ --(ch₂)_(g) --CF₂ --, (6) --ch₂--o--ch₂ --(ch₂)_(g) --CH₂ --, ##STR2## WHEREIN G IS ONE, 2, OR 3;WHEREIN R₁ is alkyl of one to 12 carbon atoms, inclusive, cycloalkyl of3 to 10 carbon atoms, inclusive, aralkyl of 7 to 12 carbon atoms,inclusive, phenyl, phenyl substituted with one or two chloro, fluoro, oralkyl of one to 4 carbon atoms, inclusive, or a pharmacologicallyacceptable cation; Wherein Y₁ is trans--CH═CH-- or --CH₂ CH₂ --; whereinM₃ is ##STR3## wherein R₅ is hydrogen or methyl and R₃₁ is ahydroxy-hydrogen replacing group; Wherein L₁ is ##STR4## or a mixture of##STR5## wherein R₃ and R₄ are hydrogen, methyl, or fluoro, being thesame or different with the proviso that one of R₃ and R₄ is methyl onlywhen the other is hydrogen or methyl; and wherein R₇ is

    --(CH.sub.2).sub.m --CH.sub.3,                             (1) ##STR6## wherein l is zero, one, two, or three, wherein m is one to 5, inclusive, T is alkyl of one to 3 carbon atoms, inclusive, alkoxy of one to 3 carbon atoms, inclusive, chloro, fluoro, or trifluoromethyl, and s is one, two, or 3, the various T's being the same or different, with the proviso that not more than two T's are other than alkyl, with the further proviso that R.sub.7 is ##STR7## only when R.sub.3 and R.sub.4 are hydrogen or methyl, being the same or different.